(6S)-6,7-Dihydro-9-methoxy-6-(2-methoxyphenyl)-8H-1,3-dioxolo(4,5-g)(1)benzopyran-8-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    60132-69-6

    Molecular formula
    C18H16O6

    SMILES
    COC1=CC=CC=C1[C@@H]2CC(=O)C3=C(C4=C(C=C3O2)OCO4)OC

    Safety labels

  • Odor profile

    Fragrance
    Sweet 54.8%
    Spicy 53.16%
    Vanilla 38.83%
    Phenolic 35.87%
    Herbal 34.91%
    Floral 31.33%
    Powdery 29.83%
    Coumarinic 28.55%
    Balsamic 28.19%
    Aromatic 27.55%

     

    Flavor
    Bitter 90.3%
    Parsley 20.93%
    Bland 20.02%
    Cedarleaf 19.98%
    Lovage 19.85%
    Sweet-like 19.15%
    Ripe apricot 19.12%
    Eugenol 18.74%
    Red fruit 18.64%
    Naphthalic 18.32%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    6.47 (neutral)

    Molecular weight
    328.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    587°C

    Flash point

    • 205.01 ˚C est.

  • Synonyms

    • Betagarin
    • 60132-69-6
    • 3BFX11EU44
    • 2',5-Dimethoxy-6,7-methylenedioxyflavanone, (S)-
    • 8H-1,3-Dioxolo(4,5-g)(1)benzopyran-8-one, 6,7-dihydro-9-methoxy-6-(2-methoxyphenyl)-, (6S)-
    • 5,2'-Dimethoxy-6,7-methylenedioxyflavanone
    • CHEBI:27679
    • DTXSID80331783
    • (6S)-9-methoxy-6-(2-methoxyphenyl)-6,7-dihydro-[1,3]dioxolo[4,5-g]chromen-8-one
    • (6S)-9-methoxy-6-(2-methoxyphenyl)-6,7-dihydro-(1,3)dioxolo(4,5-g)chromen-8-one
    • RefChem:934889
    • GlyTouCan:G01116IX
    • DTXCID30282877
    • G01116IX
    • (6S)-6,7-Dihydro-9-methoxy-6-(2-methoxyphenyl)-8H-1,3-dioxolo(4,5-g)(1)benzopyran-8-one
    • UNII-3BFX11EU44
    • C09479
    • SCHEMBL29368881
    • LMPK12140599
    • Q27103260
    • (6S)-9-methoxy-6-(2-methoxyphenyl)-6,7-dihydro-8H-[1,3]dioxolo[4,5-g]chromen-8-one
    • (6S)-9-Methoxy-6-(2-methoxyphenyl)-6,7-dihydro-2H,8H-[1,3]dioxolo[4,5-g][1]benzopyran-8-one
    • 60132-69-6

  • Applications

    (6S)-6,7-Dihydro-9-methoxy-6-(2-methoxyphenyl)-8H-1,3-dioxolo(4,5-g)(1)benzopyran-8-one is primarily utilized as an intermediate in pharmaceutical and fine-chemical synthesis, providing a rigid heterocyclic scaffold for developing more complex drug-like molecules. It is also investigated as a fragrance ingredient or fixative candidate due to its coumarin-like chromone framework, with potential utility in perfumery. As a synthetic building block, it can serve in cosmetics/personal-care research for fragrance compound development. Additionally, the compound may function as a precursor in coatings and inks or in polymer/dye chemistry, enabling the synthesis of specialty dyes, pigments, or functionalized materials. Its use is typically governed by applicable regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.57
    methanol 2.61
    isopropanol 1.8
    water 0.06
    ethyl acetate 21.09
    n-propanol 1.83
    acetone 32.0
    n-butanol 2.11
    acetonitrile 28.5
    DMF 45.94
    toluene 4.32
    isobutanol 2.14
    1,4-dioxane 29.31
    methyl acetate 27.2
    THF 40.17
    2-butanone 19.42
    n-pentanol 2.7
    sec-butanol 1.51
    n-hexane 0.13
    ethylene glycol 4.01
    NMP 74.07
    cyclohexane 0.4
    DMSO 101.32
    n-butyl acetate 16.24
    n-octanol 3.61
    chloroform 57.28
    n-propyl acetate 17.41
    acetic acid 32.62
    dichloromethane 69.17
    cyclohexanone 40.31
    propylene glycol 1.51
    isopropyl acetate 15.42
    DMAc 100.07
    2-ethoxyethanol 15.16
    isopentanol 3.62
    n-heptane 0.3
    ethyl formate 17.8
    1,2-dichloroethane 42.52
    n-hexanol 3.49
    2-methoxyethanol 19.8
    isobutyl acetate 14.81
    tetrachloromethane 5.87
    n-pentyl acetate 10.85
    transcutol 30.12
    n-heptanol 3.55
    ethylbenzene 3.44
    MIBK 13.9
    2-propoxyethanol 21.76
    tert-butanol 4.16
    MTBE 3.41
    2-butoxyethanol 14.78
    propionic acid 11.2
    o-xylene 4.26
    formic acid 16.85
    diethyl ether 3.93
    m-xylene 4.18
    p-xylene 6.09
    chlorobenzene 16.2
    dimethyl carbonate 30.01
    n-octane 0.23
    formamide 27.61
    cyclopentanone 50.31
    2-pentanone 15.1
    anisole 11.78
    cyclopentyl methyl ether 11.43
    gamma-butyrolactone 75.18
    1-methoxy-2-propanol 12.11
    pyridine 28.02
    3-pentanone 15.04
    furfural 76.37
    n-dodecane 0.46
    diethylene glycol 30.51
    diisopropyl ether 2.17
    tert-amyl alcohol 2.97
    acetylacetone 43.66
    n-hexadecane 0.57
    acetophenone 23.32
    methyl propionate 20.78
    isopentyl acetate 18.23
    trichloroethylene 90.54
    n-nonanol 4.27
    cyclohexanol 4.66
    benzyl alcohol 11.97
    2-ethylhexanol 4.7
    isooctanol 3.9
    dipropyl ether 4.94
    1,2-dichlorobenzene 20.47
    ethyl lactate 15.15
    propylene carbonate 41.63
    n-methylformamide 19.77
    2-pentanol 1.53
    n-pentane 0.1
    1-propoxy-2-propanol 13.92
    1-methoxy-2-propyl acetate 28.31
    2-(2-methoxypropoxy) propanol 22.69
    mesitylene 3.17
    ε-caprolactone 34.38
    p-cymene 5.11
    epichlorohydrin 75.16
    1,1,1-trichloroethane 28.29
    2-aminoethanol 3.17
    morpholine-4-carbaldehyde 65.51
    sulfolane 95.48
    2,2,4-trimethylpentane 0.19
    2-methyltetrahydrofuran 16.2
    n-hexyl acetate 12.25
    isooctane 0.16
    2-(2-butoxyethoxy)ethanol 19.55
    sec-butyl acetate 12.27
    tert-butyl acetate 16.46
    decalin 0.58
    glycerin 8.99
    diglyme 44.65
    acrylic acid 19.87
    isopropyl myristate 8.36
    n-butyric acid 13.55
    acetyl acetate 33.89
    di(2-ethylhexyl) phthalate 12.71
    ethyl propionate 16.2
    nitromethane 98.43
    1,2-diethoxyethane 13.22
    benzonitrile 25.06
    trioctyl phosphate 8.57
    1-bromopropane 7.36
    gamma-valerolactone 71.27
    n-decanol 3.61
    triethyl phosphate 17.75
    4-methyl-2-pentanol 2.35
    propionitrile 14.75
    vinylene carbonate 45.78
    1,1,2-trichlorotrifluoroethane 69.54
    DMS 25.58
    cumene 3.38
    2-octanol 2.41
    2-hexanone 15.2
    octyl acetate 9.84
    limonene 5.51
    1,2-dimethoxyethane 33.1
    ethyl orthosilicate 13.64
    tributyl phosphate 11.22
    diacetone alcohol 19.63
    N,N-dimethylaniline 9.23
    acrylonitrile 30.2
    aniline 8.71
    1,3-propanediol 6.19
    bromobenzene 16.39
    dibromomethane 30.92
    1,1,2,2-tetrachloroethane 57.77
    2-methyl-cyclohexyl acetate 19.1
    tetrabutyl urea 16.48
    diisobutyl methanol 3.88
    2-phenylethanol 14.83
    styrene 4.17
    dioctyl adipate 16.33
    dimethyl sulfate 65.45
    ethyl butyrate 16.37
    methyl lactate 19.68
    butyl lactate 11.38
    diethyl carbonate 17.28
    propanediol butyl ether 8.75
    triethyl orthoformate 14.67
    p-tert-butyltoluene 4.16
    methyl 4-tert-butylbenzoate 22.98
    morpholine 22.04
    tert-butylamine 1.66
    n-dodecanol 3.14
    dimethoxymethane 31.86
    ethylene carbonate 37.07
    cyrene 35.88
    2-ethoxyethyl acetate 19.55
    2-ethylhexyl acetate 15.29
    1,2,4-trichlorobenzene 25.62
    4-methylpyridine 23.56
    dibutyl ether 4.97
    2,6-dimethyl-4-heptanol 3.88
    DEF 24.04
    dimethyl isosorbide 45.01
    tetrachloroethylene 37.41
    eugenol 23.35
    triacetin 27.12
    span 80 13.44
    1,4-butanediol 3.72
    1,1-dichloroethane 21.51
    2-methyl-1-pentanol 4.06
    methyl formate 27.78
    2-methyl-1-butanol 2.72
    n-decane 0.59
    butyronitrile 10.63
    3,7-dimethyl-1-octanol 4.84
    1-chlorooctane 3.24
    1-chlorotetradecane 2.12
    n-nonane 0.42
    undecane 0.51
    tert-butylcyclohexane 0.41
    cyclooctane 0.2
    cyclopentanol 5.86
    tetrahydropyran 10.7
    tert-amyl methyl ether 3.59
    2,5,8-trioxanonane 39.17
    1-hexene 0.72
    2-isopropoxyethanol 12.28
    2,2,2-trifluoroethanol 32.85
    methyl butyrate 20.18

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction